Acylsugar diversity in the resin glycosides from Ipomoea tricolor seeds as chemosensitizers in breast cancer cells

Publication date: August 2019Source: Phytochemistry Letters, Volume 32Author(s): Jhon Castañeda-Gómez, Pedro Lavias-Hernández, Mabel Fragoso-Serrano, Argelia Lorence, Rogelio Pereda-MirandaAbstractMexican morning glory, Ipomoea tricolor Cav., is native to America and widely cultivated as an ornamental plant. High performance liquid chromatography profiling coupled with off-line electrospray mass spectrometry detection was applied to identify novel acylsugar from the CHCl3-soluble resin glycoside from seeds. Dereplication of known tricolorins A-J included the recording of mass values for ions [M + Na]+ and [M – H]−, in addition to comparison of retention times. Recycling HPLC was used for the purification of novel tricolorins K-M. NMR analysis revealed acylation at the C-2 and C-4 positions on the third pyranose unit of the tetrasaccharides by short chain aliphatic acyl groups. Acylsugar diversity results from variations in the esterification of sugar cores. Tricolorin A at a concentration of 25 μg/ml exerted a strong potentiation of vinblastine susceptibility in multidrug-resistant human breast carcinoma cells with a reversal factor of 2164-fold.Graphical abstract
Source: Phytochemistry Letters - Category: Chemistry Source Type: research